Synthesis, structural analysis, antimicrobial evaluation and synergistic studies of imidazo[1,2-a]pyrimidine chalcogenides

Sharma, Nidhi; Kumar, Sanjeev; Maurya, Indresh Kumar; Bhasin, K. K.; Verma, Ajay; Wangoo, Nishima; Bhasin, Aman; Mehta, S.K.; Kumar, Sangit; Sharma, Rohit K.

doi:10.1039/c6ra24020h

Cited by 12 publications

(4 citation statements)

References 68 publications

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“…Organoselenium compounds exhibit several pharmacological properties, including antimicrobial activity against bacteria and fungi ,. For instance, imidazo‐[1, 2‐a]pyridine based organoselenium compounds have shown unique antifungal properties, including the synergistic effect with antibiotics to enhance their antimicrobial activity . Ebselen and its analogues have been reported as antifungal compounds and its activity have been related, at least in part, to the inhibition of H + ‐ATPase ,.…”

Section: Introductionmentioning

confidence: 99%

Allylic Selenocyanates as New Agents to Combat Fusarium Species Involved with Human Infections

et al. 2017

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Fusarium is an emerging opportunistic fungal pathogen that causes local or systemic infections. The successful use of a therapeutic drug or combination antifungal therapies against Fusarium spp. are compromised because reports of multidrug resistance are currently frequent. Thus, the development of new antifungal capable of combating multidrug‐resistant Fusarium strains becomes necessary. This study presents the synthesis of seven new allylic selenocyanates and their screening against Fusarium spp. Minimum inhibitory concentrations (MICs) of these compounds ranged from 4 to 64 μg mL−1, with the mechanism of action being related to fungal cell membrane disruption. Specific structural changes, such as widespread thinning along the hyphae, were observed by scanning electron microscopy. The effect of selenocyanates on cell viability and genotoxicity are concentration dependent, however they did not cause mutagenicity in human cells. Five selenocyanates were identified as nonirritant by the ex‐vivo HET‐CAM (Hen′s Egg Test‐Chorioallantoic Membrane) method. Allylic selenocyanates represents a promising alternative in the treatment and prevention of fusariosis.

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Section: Introductionmentioning

confidence: 99%

Allylic Selenocyanates as New Agents to Combat Fusarium Species Involved with Human Infections

et al. 2017

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“…10]. 68 The fraction inhibitory concentration index (FICI) for compound 23 [Amp B 1.87 μM + ( 22 ) 3.6 μM and Amp B 2.18 μM + ( 23 ) 1.88 μM] against C. kefyr was found to be 0.27 μM in comparison with that of 22 of 0.35 μM. The fractional inhibitory concentration index (FICI), represented by the formula FICI = ¼ (MIC of the drug in combination/MIC of drug alone) + (MIC of the tested compound in combination/MIC of the tested compound alone) and considered to be synergistic if the value of FICI <0.50, was determined for different combinations of drugs.…”

Section: Imidazopyrimidines As Antifungal Agentsmentioning

confidence: 99%

“…10]. 68 The fraction inhibitory concentration index (FICI) for compound 23 [Amp B 1.87 μM + ( 22 Compound 25(a-c) was found to be equally potent compared to the standard drug griseofulvin with a MIC of 500 μg ml −1 against C. albicans. Compound 26b showed better antifungal activity than griseofulvin 24 against C. albicans with a MIC of 100 μg ml −1 .…”

Section: Imidazopyrimidines As Antifungal Agentsmentioning

confidence: 99%

Imidazopyrimidine: from a relatively exotic scaffold to an evolving structural motif in drug discovery

Chowdhury,

Kalmegh,

Kapoor

et al. 2024

RSC Med. Chem.

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“…As an antioxidant, selenium acts as an essential element of several redox enzymes such as the enzyme glutathione peroxidase, required for catalysing several metabolic processes in the body [ 25 ]. Several organoselenium compounds have been reported as anticancer [ 26 , 27 ], antibacterial [ 28 , 29 , 30 , 31 ], and antiviral agents [ 32 , 33 ].…”

Section: Introductionmentioning

confidence: 99%

Novel Seleno- and Thio-Urea Containing Dihydropyrrol-2-One Analogues as Antibacterial Agents

Sabir

Kuppusamy

et al. 2021

Antibiotics

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The quorum sensing (QS) system in multi-drug-resistant bacteria such as P. aeruginosa is primarily responsible for the development of antibiotic resistance and is considered an attractive target for antimicrobial drug discovery. In this study, we synthesised a series of novel selenourea and thiourea-containing dihydropyrrol-2-one (DHP) analogues as LasR antagonists. The selenium DHP derivatives displayed significantly better quorum-sensing inhibition (QSI) activities than the corresponding sulphur analogues. The most potent analogue 3e efficiently inhibited the las QS system by 81% at 125 µM and 53% at 31 µM. Additionally, all the compounds were screened for their minimum inhibitory concentration (MIC) against the Gram-positive bacterium S. aureus, and interestingly, only the selenium analogues showed antibacterial activity, with 3c and 3e being the most potent with a MIC of 15.6 µM.

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Synthesis, structural analysis, antimicrobial evaluation and synergistic studies of imidazo[1,2-a]pyrimidine chalcogenides

Abstract: Synthesis and structural analysis of novel imidazo[1,2-a]pyrimidine chalcogenides exhibiting effective antimicrobial activity and synergistic effects with known antibiotics have been reported.

Cited by 12 publications

References 68 publications

Allylic Selenocyanates as New Agents to Combat Fusarium Species Involved with Human Infections

Allylic Selenocyanates as New Agents to Combat Fusarium Species Involved with Human Infections

Imidazopyrimidine: from a relatively exotic scaffold to an evolving structural motif in drug discovery

Novel Seleno- and Thio-Urea Containing Dihydropyrrol-2-One Analogues as Antibacterial Agents

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